nabilone   Click here for help

GtoPdb Ligand ID: 9071

Synonyms: Cesamet® | LY 109514 | LY-109514
Approved drug
nabilone is an approved drug (FDA (1985))
Compound class: Synthetic organic
Comment: Nabilone is a synthetic cannabinoid, used as an anti-emetic drug. It is a mixture of enantiomers. We show the 'flat' molecule with no specified stereochemistry to represent the mixture.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 46.53
Molecular weight 372.27
XLogP 6.8
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCCC(c1cc(O)c2c(c1)OC(C1C2CC(=O)CC1)(C)C)(C)C
Isomeric SMILES CCCCCCC(c1cc(O)c2c(c1)OC(C1C2CC(=O)CC1)(C)C)(C)C
InChI InChI=1S/C24H36O3/c1-6-7-8-9-12-23(2,3)16-13-20(26)22-18-15-17(25)10-11-19(18)24(4,5)27-21(22)14-16/h13-14,18-19,26H,6-12,15H2,1-5H3
InChI Key GECBBEABIDMGGL-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1985))
IUPAC Name Click here for help
1-hydroxy-6,6-dimethyl-3-(2-methyloctan-2-yl)-7,8,10,10a-tetrahydro-6aH-benzo[c]chromen-9-one
International Nonproprietary Names Click here for help
INN number INN
3930 nabilone
Synonyms Click here for help
Cesamet® | LY 109514 | LY-109514
Database Links Click here for help
ChEMBL Ligand CHEMBL2218896
DrugCentral Ligand 1862
GtoPdb PubChem SID 315661156
PubChem CID 39860
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